CA2155013A1 - Derives de substitution c2 de taxanes; compositions pharmaceutiques a base de ces derives - Google Patents

Derives de substitution c2 de taxanes; compositions pharmaceutiques a base de ces derives

Info

Publication number: CA2155013A1
Authority: CA; Canada
Prior art keywords: alkenyl; aryl; alkyl; hydrogen; alkynyl
Prior art date: 1993-01-29
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

CA002155013A

Other languages

English (en)

Other versions

CA2155013C (fr

Inventor

Robert A. Holton

Chunlin Tao

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Florida State University

Original Assignee

Individual

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1993-01-29

Filing date

1994-01-28

Publication date

1994-08-04

1993-01-29 Priority claimed from US08/010,798 external-priority patent/US5399726A/en

1994-01-28 Application filed by Individual filed Critical Individual

1994-08-04 Publication of CA2155013A1 publication Critical patent/CA2155013A1/fr

2006-04-11 Application granted granted Critical

2006-04-11 Publication of CA2155013C publication Critical patent/CA2155013C/fr

2014-01-28 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 title abstract 4
239000008194 pharmaceutical composition Substances 0.000 title 1
125000003342 alkenyl group Chemical group 0.000 abstract 18
125000000217 alkyl group Chemical group 0.000 abstract 18
229910052739 hydrogen Inorganic materials 0.000 abstract 18
239000001257 hydrogen Substances 0.000 abstract 18
125000003118 aryl group Chemical group 0.000 abstract 17
125000000304 alkynyl group Chemical group 0.000 abstract 16
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 16
125000001072 heteroaryl group Chemical group 0.000 abstract 15
150000002431 hydrogen Chemical group 0.000 abstract 14
-1 nitro, amino Chemical group 0.000 abstract 4
125000004423 acyloxy group Chemical group 0.000 abstract 3
229910052736 halogen Inorganic materials 0.000 abstract 3
150000002367 halogens Chemical class 0.000 abstract 3
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
125000002252 acyl group Chemical group 0.000 abstract 2
125000004432 carbon atom Chemical group C* 0.000 abstract 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 2
125000003566 oxetanyl group Chemical group 0.000 abstract 2
125000004043 oxo group Chemical group O=* 0.000 abstract 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
125000006239 protecting group Chemical group 0.000 abstract 2
125000001424 substituent group Chemical group 0.000 abstract 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
125000003545 alkoxy group Chemical group 0.000 abstract 1
125000003368 amide group Chemical group 0.000 abstract 1
230000000719 anti-leukaemic effect Effects 0.000 abstract 1
239000000063 antileukemic agent Substances 0.000 abstract 1
239000002246 antineoplastic agent Substances 0.000 abstract 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Public Health (AREA)
General Chemical & Material Sciences (AREA)
Hematology (AREA)
Oncology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Epoxy Compounds (AREA)
Peptides Or Proteins (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)

CA002155013A 1993-01-29 1994-01-28 Derives de substitution c2 de taxanes; compositions pharmaceutiques a base de ces derives Expired - Fee Related CA2155013C (fr)

Applications Claiming Priority (7)

Application Number	Priority Date	Filing Date	Title
US08/010,798 US5399726A (en)	1993-01-29	1993-01-29	Process for the preparation of baccatin III analogs bearing new C2 and C4 functional groups
US08/010,798		1993-01-29
US3485293A	1993-03-22	1993-03-22
US9471593A	1993-07-20	1993-07-20
US08/094,715		1993-07-20
US08/034,852		1993-07-20
PCT/US1994/001223 WO1994017052A1 (fr)	1993-01-29	1994-01-28	Derives de taxane c2 et compostions pharmaceutiques les contenant

Publications (2)

Publication Number	Publication Date
CA2155013A1 true CA2155013A1 (fr)	1994-08-04
CA2155013C CA2155013C (fr)	2006-04-11

Family

ID=27359309

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CA002155013A Expired - Fee Related CA2155013C (fr)	1993-01-29	1994-01-28	Derives de substitution c2 de taxanes; compositions pharmaceutiques a base de ces derives
CA002155014A Expired - Fee Related CA2155014C (fr)	1993-01-29	1994-01-31	Methode de preparation d'analogues de la baccatine iii portant de nouveaux groupes fonctionnels c2 et c4

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
CA002155014A Expired - Fee Related CA2155014C (fr)	1993-01-29	1994-01-31	Methode de preparation d'analogues de la baccatine iii portant de nouveaux groupes fonctionnels c2 et c4

Country Status (13)

Country	Link
EP (2)	EP0681573B1 (fr)
JP (2)	JP3452928B2 (fr)
CN (1)	CN1125061C (fr)
AT (2)	ATE220064T1 (fr)
AU (2)	AU685778B2 (fr)
CA (2)	CA2155013C (fr)
DE (2)	DE69430902T2 (fr)
DK (1)	DK0681573T3 (fr)
ES (1)	ES2176237T3 (fr)
IL (1)	IL108444A0 (fr)
PT (1)	PT681573E (fr)
TW (2)	TW360646B (fr)
WO (2)	WO1994017052A1 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5710287A (en)	1991-09-23	1998-01-20	Florida State University	Taxanes having an amino substituted side-chain and pharmaceutical compositions containing them
IL108443A0 (en) *	1993-01-29	1994-04-12	Univ Florida State	C7 taxane derivatives and pharmaceutical compositions containing them
FR2702212B1 (fr) *	1993-03-02	1995-04-07	Rhone Poulenc Rorer Sa	Nouveaux taxoïdes, leur préparation et les compositions pharmaceutiques qui les contiennent.
US5677470A (en) *	1994-06-28	1997-10-14	Tanabe Seiyaku Co., Ltd.	Baccatin derivatives and processes for preparing the same
FR2723094A1 (fr) *	1994-07-26	1996-02-02	Rhone Poulenc Rorer Sa	Nouveaux taxoides, leur preparation et les compositions pharmaceutiques qui les contiennent
CA2162759A1 (fr) *	1994-11-17	1996-05-18	Kenji Tsujihara	Derives de la baccatine et methodes de preparation
EP0868422A1 (fr) *	1996-09-24	1998-10-07	Marigen S.A.	Ultramicroemulsions constituees de concentres pouvant etre disperses de fa on spontanne, renfermant des esters de composes de baccatine-iii a effet antitumoral et antiviral
EP1067923A4 (fr) *	1997-12-31	2002-11-13	Bristol Myers Squibb Co	Analogues de 2-aroyl-4-acyl paclitaxel (taxel)
ITMI20021921A1 (it) *	2002-09-10	2004-03-11	Indena Spa	Funzionalizzazione della posizione 14 dei nuclei tassanici e sintesi di nuovi derivati antitumorali.
KR20070013300A (ko) *	2004-05-14	2007-01-30	이뮤노젠 아이엔씨	박카틴 ⅲ 화합물의 합성 방법
US20130090484A1 (en) *	2011-10-11	2013-04-11	Scinopharm Taiwan Ltd.	Process for making an intermediate of cabazitaxel
CN104250235B (zh) *	2014-09-24	2016-10-05	江苏红豆杉药业有限公司	一种紫杉醇的制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4942184A (en) *	1988-03-07	1990-07-17	The United States Of America As Represented By The Department Of Health And Human Services	Water soluble, antineoplastic derivatives of taxol

1994
- 1994-01-26 IL IL10844494A patent/IL108444A0/xx unknown
- 1994-01-28 AU AU61327/94A patent/AU685778B2/en not_active Ceased
- 1994-01-28 AT AT94907959T patent/ATE220064T1/de not_active IP Right Cessation
- 1994-01-28 WO PCT/US1994/001223 patent/WO1994017052A1/fr not_active Ceased
- 1994-01-28 CA CA002155013A patent/CA2155013C/fr not_active Expired - Fee Related
- 1994-01-28 DE DE69430902T patent/DE69430902T2/de not_active Expired - Fee Related
- 1994-01-28 EP EP94907959A patent/EP0681573B1/fr not_active Expired - Lifetime
- 1994-01-28 JP JP51740094A patent/JP3452928B2/ja not_active Expired - Fee Related
- 1994-01-28 DK DK94907959T patent/DK0681573T3/da active
- 1994-01-28 ES ES94907959T patent/ES2176237T3/es not_active Expired - Lifetime
- 1994-01-28 PT PT94907959T patent/PT681573E/pt unknown
- 1994-01-29 CN CN94101158A patent/CN1125061C/zh not_active Expired - Fee Related
- 1994-01-31 CA CA002155014A patent/CA2155014C/fr not_active Expired - Fee Related
- 1994-01-31 AT AT94909517T patent/ATE217870T1/de not_active IP Right Cessation
- 1994-01-31 AU AU62340/94A patent/AU684268B2/en not_active Ceased
- 1994-01-31 EP EP94909517A patent/EP0681575B1/fr not_active Expired - Lifetime
- 1994-01-31 DE DE69430661T patent/DE69430661T2/de not_active Expired - Fee Related
- 1994-01-31 WO PCT/US1994/001099 patent/WO1994017051A1/fr not_active Ceased
- 1994-01-31 JP JP51738694A patent/JP3741715B2/ja not_active Expired - Fee Related
- 1994-04-18 TW TW083103421A patent/TW360646B/zh not_active IP Right Cessation
- 1994-05-12 TW TW083104292A patent/TW402598B/zh not_active IP Right Cessation

Also Published As

Publication number	Publication date
ATE220064T1 (de)	2002-07-15
EP0681575B1 (fr)	2002-05-22
CN1101346A (zh)	1995-04-12
JP3452928B2 (ja)	2003-10-06
EP0681575A1 (fr)	1995-11-15
IL108444A0 (en)	1994-04-12
DE69430661T2 (de)	2002-10-24
EP0681573A4 (fr)	1995-12-06
AU6132794A (en)	1994-08-15
AU685778B2 (en)	1998-01-29
WO1994017052A1 (fr)	1994-08-04
JPH08506326A (ja)	1996-07-09
AU6234094A (en)	1994-08-15
WO1994017051A1 (fr)	1994-08-04
DE69430902D1 (de)	2002-08-08
EP0681573B1 (fr)	2002-07-03
TW360646B (en)	1999-06-11
CN1125061C (zh)	2003-10-22
CA2155014A1 (fr)	1994-08-04
DE69430661D1 (de)	2002-06-27
DE69430902T2 (de)	2002-10-24
AU684268B2 (en)	1997-12-11
EP0681573A1 (fr)	1995-11-15
CA2155014C (fr)	2007-06-26
CA2155013C (fr)	2006-04-11
JP3741715B2 (ja)	2006-02-01
PT681573E (pt)	2002-11-29
TW402598B (en)	2000-08-21
ATE217870T1 (de)	2002-06-15
DK0681573T3 (da)	2002-10-28
EP0681575A4 (fr)	1995-12-13
ES2176237T3 (es)	2002-12-01
JPH10502327A (ja)	1998-03-03

Legal Events

Date	Code	Title	Description
2001-01-22	EEER	Examination request
2009-01-28	MKLA	Lapsed

Publication	Publication Date	Title
CA2158862A1 (fr)	1994-09-29	Taxanes portant des chaines laterales avec substitution alcoxy, alcenoxy ou aryloxy; compositions pharmaceutiques a base de ces taxanes
CA2155013A1 (fr)	1994-08-04	Derives de substitution c2 de taxanes; compositions pharmaceutiques a base de ces derives
CA2147984A1 (fr)	1994-05-26	Derives de substitution butenyliques de taxanes; composition a base de ces derives
MX9205370A (es)	1993-03-31	Alcoxidos metalicos.
CA2735844A1 (fr)	2000-01-20	Utilisation de la piperine et de ses analogues pour la prevention du cancer de la peau
ES8706159A1 (es)	1987-06-01	Procedimiento para la fabricacion de nuevos antibioticos de b-lactama
FR2685817B1 (fr)	1994-03-11	Protection generale d'un circuit integre contre les surcharges permanentes et decharges electrostatiques.
NO308656B1 (no)	2000-10-09	Aryltioforbindelser
GR3032083T3 (en)	2000-03-31	Immunosuppressant and antiallergic compounds, e.g. n-(3-oxohexanoyl) homoserine lactone
CA2149892A1 (fr)	1994-06-09	Inhibiteur et applications pharmaceutiques de cette substance
KR970707107A (ko)	1997-12-01	산화질소 합성효소 억제제로서 유용한 아미노테트라졸 유도체(aminotetrazole derivatives useful as nitric oxide synthase inhibtors)
DE3660286D1 (en)	1988-07-14	Arylcyclobutylalkyl amines and their use as antidepressive medicines
ATE55894T1 (de)	1990-09-15	Haardauerwellenmittel.
ATE253360T1 (de)	2003-11-15	Acridine derivate zur verbesserung der oralen bioverfügbarkeit von taxol
IT7819569A0 (it)	1978-01-24	Procedimento per la protezione di documenti dalla contraffazione, e documento cosi' ottenuto.
CA2158863A1 (fr)	1994-09-29	Taxanes portant une chaine laterale avec substitution pyridylique
CA2147854A1 (fr)	1994-05-26	Taxanes possedant une chaine laterale avec substitution alkylique; compositions pharmaceutiques qui en renferment
IT1241223B (it)	1993-12-29	Macchina per il consolidamento preventivo degli scavi di gallerie mediante la tecnica dell'ombrello protettivo
CO5160328A1 (es)	2002-05-30	Derivados de etan sulfonil-piperidina
KR830004217A (ko)	1983-07-06	약학적 활성이 있는 펩타이드
CA2403110A1 (fr)	2001-09-20	Derives de n-desacetylthiocolchicine et compositions renfermant ces derives
CA2098821A1 (fr)	1993-04-23	Derives du benzodioxanne
FR2671212B1 (fr)	1993-06-11	Dispositif de protection d'objets, notamment des objets d'art.
CA2098791A1 (fr)	1994-02-18	(s)-2,3-dihydropolyprenol, monophosphate de (s)-2,3-dihydropolyprenyl, procedes d'obtention et agents d'inhibition de la progression de la metastase cancereuse
RU94018506A (ru)	1995-11-10	Производные 10-дезацетокситаксола